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On Improvement of Process Method of the Preparation of 2,3-epoxy Pinane(PDF)

南京师范大学学报（工程技术版）[ISSN:1006-6977/CN:61-1281/TN]

Issue:
2013年02期
Page:
75-80
Research Field:
Publishing date:

Info

Title:
On Improvement of Process Method of the Preparation of 2,3-epoxy Pinane
Author(s):
Du Lijuan; Yang Xiaoqin; Zeng Tao
1.College of Chemical Engineering,Nanjing Forestry University,Nanjing 210037,China) (
2.Jiangsu Key Laboratory of Biomass-based Green Fuels and Chemicals of Jiangsu Province,Nanjing 210037,China
Keywords:
α-pinene; epoxidation; CH3CO3H; phase transfer catalyst; 2; 3-epoxy pinane
PACS:
O624.13
DOI:
-
Abstract:
2,3-epoxy pinane is synethesized from α-pinene in the presence of homemade high concentration(88%)peracetic acid(CH3CO3H)by using benzyl triethyl ammonium chloride(TEBA)as phase transfer catalyst(PTC).The effects of kinds of PTC,TEBA amount,kinds of epoxidizing agent,epoxidizing agent amount,kinds of acid accpetor,acid acceptor amount,kinds of solvent,reaction time and reaction temperature are investigated.The results show that the optimum conditions are as follows:the amount of α-pinene is 1 mol,TEBA for 1.0 mmol,sodium carbonate for 0.8 mol and the doses of methylene chloride as solvent is 30 mL,then 3 mol homemade high concentration CH3CO3H is added dropwise at 15 ℃,and mechanical agitation has been kept for 2 h after CH3CO3H drips off.The experimental results show that when homemade high concentration CH3CO3H is used as the oxidant,benzyl triethyl ammonium chloride(TEBA)as phase transfer catalyst,the efficiency of the catalyst is greatly improved,the conversion of α-pinene is close to 100% and 2,3-epoxy pinane’s yield is more than 97%.

References:

[1] Dunkelblum E,Zada A,Gross S,et al.Sex pheromone and analogs of the citrus mealybug,Planococcus citri:Synthesis and biological activity[J].IOBC Wprs Bulletin,2002,25:1-9.
[2]Wolk J L,Goldschmidt Z,Dunkelblum E.A short stereoselective synthesis of(+)-cis-planococcyl acetate,sex pheromone of the citrus mealybug Planococcus citri(Riso)[J].Synth,1986,4:347-348.
[3]Ribas I,Sueiras J,Pazos J M,et al.Juvenoids:I.Synthesis of insect juvenile hormone:Ⅲ.Related compounds containing the gem dimethyl cyclobutane ring in the central part of the molecule[J].Rev Agroquim Tecnol Aliment,1980,20(3):347-359.
[4]王宗德,陈金珠,宋湛谦.四元环萜类化合物的合成及其驱蚊活性的初步研究[J].江西农业大学学报,2006,28(3):347-349.
Wang Zongde,Chen Jinzhu,Song Zhanqian.Synthesis of four-member ring terpenoids and the preliminary research of the mosquito repellent activity[J].Journal of Jiangxi Agricultural University,2006,28(3):347-349.(in Chinese)
[5]周立宏.蒎烯环氧化物与顺丁烯二酸的共聚反应及产物特性的研究[D].昆明:昆明理工大学生物与化学工程学院,2005.
Zhou Lihong.Study on the copolymerization of pinene epoxides with maleic anhydride and the charaeteristic of copolymer[D].Kunming:College of Biological and Chemical Engineering,Kunming University of Science and Technology,2005.(in Chinese)
[6]黄文榜,李卫东,孔鸿文.α-蒎烯的环氧化反应[J].化学世界,1992(2):67-70.
Huang Wenbang,Li Weidong,Kong Hongwen.Epoxidation reaction of α- pinene[J].Chemical World,1992(2):67-70.(in Chinese)
[7]张剑锋,胡岳华,李晓如,等.相转移催化下蒎烯的环氧化反应[J].中南工业大学学报,2001,32(1):50-53.
Zhang Jianfeng,Hu Yuehua,Li Xiaoru,et aL.Pinene epoxidation reactions under phase transfer catalysis[J].Journal of Central South University of Technology,2001,32(1):50-53.(in Chinese)
[8]刘铸晋,李琖基,李尊良,等.新檀香醇的合成[J].香料香精化妆品杂志,1986,22(1):22-23.
Liu Zhujin,Li zhanji,Li Zunliang,et al.Synthesis of new santalol[J].Flavors Cosmetics Magazines,1986,22(1):22-23.(in Chinese)
[9]尹笃林,张剑锋,李谦和.低浓度H2O2环氧化α-蒎烯的研究[J].林产化学与工业,1995,15(4):27-30.
Yin Dulin,Zhang Jianfeng,Li Qianhe.Research of epoxidation of α-pinene under low concentration of H2O2[J].Forest and Industrial Chemistry,1995,15(4):27-30.(in Chinese)

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Last Update: 2013-06-30